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Welcome to Deeply Invested, the podcast where personal finance and career growth are made not so serious, but always practical.
- Indexed episodes, last 90 days
- 20
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- Sep 10, 2026
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- Jul 7, 2026
Latest episodes
CFO Corner Week 36: 5 Benefits to Use Before They Reset (opens the original)
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If you've already met your deductible this year, the rest of your care is about as cheap as it's going to get — and on January 1st, that resets to zero. This week, Meghan walks through five things sitting in your benefits package right now that reset before the year is over: your deductible, free preventive care, vision & dental allowances, wellness stipends, and your professional development budget — plus how to turn that last one into ammunition for your next raise. This week's action: check y
From Baby to Big Picture: How to Financially Plan Once Kids Are on the Way (opens the original)
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So you're expecting — or you already have kids and you're wondering if you're doing this right financially. This week Maddie & Meghan pick up right where Part 1 left off: what to handle first, how to balance your future against theirs, and a no-stress intro to 529s and investing for kids. Plus: why "perfect" was never the goal. Resources: Budget Blueprint Builder — Our one-hour workshop with an Excel and Google Sheets template built for exactly this kind of mid-year reset. $47. Linked Here! 🎯 5-
CFO Corner Week 35: Your Freedom Number - Calculate What It Takes to Walk Away (opens the original)
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You know that vague, heavy feeling that you're stuck at your job? This week, Maddie turns it into an actual number. In ten minutes, calculate your personal "walk-away number" — the amount that would let you leave, negotiate harder, or take a real risk without panic. In this episode: Why your Freedom Number isn't the same as a full retire-forever FI number (and why that's a good thing) The 3-question formula: essential expenses × runway months + gap-coverage cushion A real example walked through
Can You Afford Kids? (And How to Start Planning Before You Have Them) (opens the original)
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Ever Googled "how much does it cost to raise a kid" and immediately panicked? This week Maddie & Meghan reframe the whole question — moving from "can I afford this?" to "how do I build a plan I actually trust?" They break down what really changes financially, the foundation to build before kids enter the picture, and one small step you can take this month, whether kids are in your five-year plan or not. Resources: Budget Blueprint Builder — Our one-hour workshop with an Excel and Google Sheets t
CFO Corner Week 34: One Number on Your Pay Stub You've Never Looked At (opens the original)
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Most of us fill out a W-4 once, on day one of a job, and never touch it again — which is fine until April rolls around and you either owe money you didn't budget for, or realize you handed the government an interest-free loan all year. This week, Meghan walks through the paycheck checkup: a free IRS tool, one pay stub, and about fifteen minutes to close the gap between what you're withholding now and what you'll actually owe. Using a real example (Riley, single, $58K salary), she shows exactly h
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